6-(5-BROMO-2-HYDROXYPHENYL)-2-OXO-4-PHENYL-1,2-DIHYDROPYRIDINE-3-CARBONITRILE

Identification

Name
6-(5-BROMO-2-HYDROXYPHENYL)-2-OXO-4-PHENYL-1,2-DIHYDROPYRIDINE-3-CARBONITRILE
Accession Number
DB08705
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 367.196
Monoisotopic: 366.000390253
Chemical Formula
C18H11BrN2O2
InChI Key
SVSYJTYGPLVUOZ-UHFFFAOYSA-N
InChI
InChI=1S/C18H11BrN2O2/c19-12-6-7-17(22)14(8-12)16-9-13(11-4-2-1-3-5-11)15(10-20)18(23)21-16/h1-9,22H,(H,21,23)
IUPAC Name
6-(5-bromo-2-hydroxyphenyl)-2-oxo-4-phenyl-1,2-dihydropyridine-3-carbonitrile
SMILES
OC1=C(C=C(Br)C=C1)C1=CC(C2=CC=CC=C2)=C(C#N)C(=O)N1

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
USerine/threonine-protein kinase pim-1Not AvailableHuman
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
1235170
PubChem Substance
99445176
ChemSpider
1038066
BindingDB
26673
ChEBI
86453
ChEMBL
CHEMBL391586
HET
VRV
PDB Entries
2obj

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.00567 mg/mLALOGPS
logP4.01ALOGPS
logP3.11ChemAxon
logS-4.8ALOGPS
pKa (Strongest Acidic)6.87ChemAxon
pKa (Strongest Basic)-5.4ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area73.12 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity92.76 m3·mol-1ChemAxon
Polarizability33.75 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9899
Blood Brain Barrier+0.9136
Caco-2 permeable-0.5125
P-glycoprotein substrateNon-substrate0.8071
P-glycoprotein inhibitor INon-inhibitor0.8715
P-glycoprotein inhibitor IINon-inhibitor0.8298
Renal organic cation transporterNon-inhibitor0.8774
CYP450 2C9 substrateNon-substrate0.7841
CYP450 2D6 substrateNon-substrate0.8194
CYP450 3A4 substrateNon-substrate0.5805
CYP450 1A2 substrateInhibitor0.9162
CYP450 2C9 inhibitorInhibitor0.5
CYP450 2D6 inhibitorNon-inhibitor0.7859
CYP450 2C19 inhibitorNon-inhibitor0.6844
CYP450 3A4 inhibitorInhibitor0.6083
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.5747
Ames testNon AMES toxic0.8579
CarcinogenicityNon-carcinogens0.8877
BiodegradationNot ready biodegradable0.9946
Rat acute toxicity2.3155 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9944
hERG inhibition (predictor II)Non-inhibitor0.7664
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as phenylpyridines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyridine ring through a CC or CN bond.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Pyridines and derivatives
Sub Class
Phenylpyridines
Direct Parent
Phenylpyridines
Alternative Parents
P-bromophenols / 3-pyridinecarbonitriles / Pyridinones / 1-hydroxy-2-unsubstituted benzenoids / Bromobenzenes / Dihydropyridines / Aryl bromides / Heteroaromatic compounds / Lactams / Nitriles
show 6 more
Substituents
2-phenylpyridine / 4-phenylpyridine / 4-halophenol / 4-bromophenol / 3-pyridinecarbonitrile / Bromobenzene / Dihydropyridine / Halobenzene / Phenol / 1-hydroxy-2-unsubstituted benzenoid
show 21 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
nitrile, ring assembly, pyridone, bromophenol (CHEBI:86453)

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Transcription factor binding
Specific Function
Proto-oncogene with serine/threonine kinase activity involved in cell survival and cell proliferation and thus providing a selective advantage in tumorigenesis. Exerts its oncogenic activity throug...
Gene Name
PIM1
Uniprot ID
P11309
Uniprot Name
Serine/threonine-protein kinase pim-1
Molecular Weight
45411.905 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235]

Drug created on September 15, 2010 15:34 / Updated on October 02, 2017 06:09